Hydrochloric Acid → 2-Butyl-1-[(2'-carboxybiphenyl-4-yl)methyl]-4-[1-hydroxy-2-methyl-1-(1-methylethyl)propyl]imidazole-5-carboxamide

HRID 52940Notes

Reaction equation

HRID 52940 reaction equation
C([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25]([C:26]([NH2:28])=[O:27])=[C:24]([C:29]([OH:36])([CH:33]([CH3:35])[CH3:34])[CH:30]([CH3:32])[CH3:31])[N:23]=[C:22]2[CH2:37][CH2:38][CH2:39][CH3:40])=[CH:16][CH:15]=1)=[O:7])(C)(C)C.Cl>O1CCOCC1>[CH2:37]([C:22]1[N:21]([CH2:20][C:17]2[CH:16]=[CH:15][C:14]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[C:6]([OH:7])=[O:5])=[CH:19][CH:18]=2)[C:25]([C:26]([NH2:28])=[O:27])=[C:24]([C:29]([OH:36])([CH:33]([CH3:34])[CH3:35])[CH:30]([CH3:32])[CH3:31])[N:23]=1)[CH2:38][CH2:39][CH3:40]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 190360781-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-[1-hydroxy-2-methyl-1-(1-methylethyl)propyl]imidazole-5-carboxamide

Product 1

HCID 190361692-Butyl-1-[(2'-carboxybiphenyl-4-yl)methyl]-4-[1-hydroxy-2-methyl-1-(1-methylethyl)propyl]imidazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following a procedure similar to that described in Example 45(d), but using 220 mg of 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-[1-hydroxy-2-methyl-1-(1-methylethyl)propyl]imidazole-5-carboxamide [prepared as described in step (b) above] and 4.5 ml of a 4N solution of hydrogen chloride in dioxane, 201 mg of the hydrochloride of the title compound were obtained as an amorphous solid, melting at 178°-181° C.

Sources & evidence

ORD record
ord-68dc826da99c4d1c99769019b82ab039
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

Loading…